An active metabolite of tryptophan
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Parent Compound(s)
31210DL-Tryptophan29600L-Tryptophan
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5-methoxy-DL-Tryptophan

Item No. 31222

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-methoxy-tryptophan
CAS Number
28052-84-8
Synonyms
  • DL-5-Methoxytryptophan
  • DL-5-MTP
  • 5-Methoxytryptophan
Molecular Formula
C12H14N2O3
Formula Weight
234.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
NC(C(O)=O)CC1=CNC2=CC=C(OC)C=C21
InChi Code
InChI=1S/C12H14N2O3/c1-17-8-2-3-11-9(5-8)7(6-14-11)4-10(13)12(15)16/h2-3,5-6,10,14H,4,13H2,1H3,(H,15,16)
InChi Key
KVNPSKDDJARYKK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 mg

    $77

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    250 mg

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    500 mg

    $319

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    Product Description

    5-methoxy-DL-Tryptophan (DL-5-MTP) is an active metabolite of tryptophan with anti-inflammatory and anticancer activities.1,2 It reduces LPS-induced expression of COX-2, TNF-α, IL-1β, and IL-6 in RAW 264.7 macrophages when used at a concentration of 50 mM.2 DL-5-MTP (23.4 mg/kg) increases survival in a mouse model of LPS-induced endotoxemia and a mouse model of sepsis induced by cecal ligation and puncture. It also reduces tumor growth and the number of metastases in an A549 mouse xenograft model when administered at a dose of 100 mg/kg.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, H.-L., Yuan, C.-Y., Cheng, H.-H., et al. Restoration of hydroxyindole O-methyltransferase levels in human cancer cells induces a tryptophan-metabolic switch and attenuates cancer progression. The Journal of Biological Chemisty 293(28), 11131-11142 (2018).

    2. Wang, Y.-F., Hsu, Y.-J., Wu, H.-F., et al. Endothelium-derived 5-methoxytryptophan is a circulating anti-inflammatory molecule that blocks systemic inflammation. Circ. Res. 119(2), 222-236 (2016).